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Heartwarming Rom-Com Bucket List for Girls’ Night and the Holidays

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You just can’t beat a good Rom-Com! If you’re here, I’d imagine you’re just like us; you’ll root for love, no matter what!

Whether you’ve got the girls over, it’s the holidays, or you and your significant other fancy a movie night in, this list is full of classic love stories you can rewatch or discover for the first time. If you want to watch them all, get it as a printable at the end of the article.

Make it a super cozy evening with some of these movie-themed gift basket ideas. You could also have a holiday-themed movie night with these movies, or host a movie-themed trivia evening at home or online.

We’ve also included a holiday romcom planner further down the article that you can get, print off, and watch as many as you can.

Classic and Modern Romcom Bucket List

So, let’s take a love-themed trip down memory lane! How many of these have you seen?

printable list of 50 romcoms split into different decades on a colored background with a pen

50’s – 80’s

We’ve been rooting for love in cinema for decades! Try some of the classic films before Rom-Coms went fully mainstream.

  • Roman Holiday (1953)
  • Breakfast at Tiffany’s (1961)
  • Annie Hall (1977)
  • The Princess Bride (1987)
  • When Harry Met Sally… (1989)

90’s

The 90’s was a great decade for many reasons, and Rom-Coms was one of them. Fall in love all over again with some of the iconic romances, or discover some new ones you may have missed.

  • Pretty Woman (1990)
  • Sleepless in Seattle (1993)
  • Groundhog Day (1993)
  • Only You (1994)
  • Four Weddings and a Funeral (1994)
  • While Your Were Sleeping (1995)
  • Clueless (1995)
  • Jerry Maguire (1996)
  • My Best Friend’s Wedding (1997)
  • Chasing Amy (1997)
  • You’ve Got Mail (1998)
  • Shakespeare in Love (1998)
  • There’s Something About Mary (1998)
  • Notting Hill (1999)
  • 10 Things I Hate About You (1999)

00’s

Many would argue the 2000’s, especially the early part of the decade, was THE golden era for Rom-Coms! There are so many classic love stories from this time, some of which are below.

  • Bridget Jones’s Diary (2001)
  • Serendipity (2001)
  • The Princess Diaries (2001)
  • Legally Blonde (2001)
  • Two Weeks Notice (2002)
  • My Big Gat Greek Wedding (2002)
  • How to Lose a Guy in 10 Days (2003)
  • Love Actually (2003)
  • 13 Going on 30 (2004)
  • 50 First Dates (2004)
  • Along Came Polly (2004)
  • The Wedding Date (2005)
  • The 40-Year-Old Virgin (2005)
  • The Holiday (2006)
  • Enchanted (2007)
  • 27 Dresses (2008)
  • Made of Honor (2008)
  • Definitely, Maybe (2008)
  • The Proposal (2009)
  • (500) Days of Summer (2009)

10’s-20’s

Here you’ll find some more recent Rom-Coms. As streaming services put out more and more films, I’m sure there will be more to add to this section in the coming months and years.

  • Crazy, Stupid, Love (2011)
  • Silver Linings Playbook (2012)
  • La La Land (2016)
  • Crazy Rich Asians (2018)
  • Set It Up (2018)
  • Always Be My Maybe (2019)
  • The Lost City (2022)
  • I Want You Back (2022)
  • Ticket to Paradise (2022)
  • Anyone But You (2023)

Get the Romcom Bucket List Printable

You can find the full list of romcoms as a printable here.

Holiday Romcom Printable

Below you’ll also find a fun romcom planner for the holiday. There are 20 movies, spanning several decades. See how many you can watch during the holiday season!

holiday romcom planner with 20 movies in a 4x5 grid complete with checkboxes and 5-star ratings to fill in

Get the holiday romcom planner with fill-in ratings here.

Whether you’re revisiting a classic, or you discover a new film for the first time, we really hope this list makes movie night a memorable one.

Are there any movies on here you absolutely love? Let us know in the comments, and enjoy watching Rom-Coms for many years to come!

Oh, and don’t forget to save this list to one of your boards. Whenever you feel like watching a Rom-Com, you can quickly take a look at this list and choose your next one.

list of 50 romcoms split into decades on a white background

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